Stabilization of fatty acids and their derivatives



Patented Sept. 1931 D STATES PAUL I. MURRILL, OF PLAINFIELD, JERSEY,ASSIGNOR TO R. T. VANDERBILT COM- PANY, ING, OF NEW YORK, N. Y.,

A CORPORATION OF NEW YORK STABILIZATION OF FATTY ACIDS AND THEIRDERIVATIVES No Drawing.

{ liable to undergo oxidation and become rancid under the influence ofair and light.

According to the present invention there is incorporated with thefatty'acid or fatty acid derivative a small amount of a stabilizingmaterial which imparts thereto increased stability and resistance tooxidation and rancidity. The stabilizing agents, which are addedaccording to the present invention, are alk lolamines such asdiethanolamine (OILC .611 .NI-I and triethanolamine (OHCH CH .N, ormixtures thereof, etc., which may be represented by the general formulaN. (ROH) .H where R stands for an alkylene group and the OH is attachedto a carbon other than that to which N is attached. A mixture of suchcompounds or their derivatives may be used. These stabilizers impart tothe fatty acid or fatty acid derivatives improved resistance tooxidation and rancidity even though present in only small amounts.

The stabilizing ingredient or ingredients may be added to the fatty acidor fatty acid derivative directly or, where the stabilizing ingredientis crystalline, it ma first be dissolved in a suitable solvent an addedto the .material to be stabilized in this way. The solvent may later bevolatilized and. thus removed from the material where this is desirable.The stabilizing ingredient may be added as the anhydrous base, thehydrated base, or as a salt in combination with an acid such as benzoicacid, stearic acid or oleic acid.

The amount of the stabilizing material which it is necessary to add issmall. In general, a fraction of a per cent, such as two genths or threetenths of a per cent will suf- The following examples further illustratethe invention:

Olive oil is stabilized by the addition of about 0.3% of a product madeup of about 7 5%triethanolamine and 25% diethanolaminc. The oilstabilized in this manner is more resistant to oxidation and less liableto Application filed August 7, 1928. Serial No. 298,134.

become rancid than oil to which no stabilizer has been added.

Cotton oil, corn oil and tallow" can be stabilized in a similar manner.

If the product which contains about 75% triethanolamine and 25%diethanolamine is brought into reaction with stearic acid and thestearate formed is added to olive oil or cotton seed oil in such anamount that the final product contains 2% of the alkylolamine, soap madefrom these oils will be more resistant to oxidation and less liable tobe-- oils not so stabilized.

Instead of adding the stabilizer to the animal or vegetable oil whichconstitutes the soap stock, it may be added to the soap formed bysapon'ifying this stock.

In the attached claims the expression fatty acid compound is used toinclude fatty acids and derivatives such as fatty acid esters e. animaland vegetable oils) and soaps.

I claim:

1. A stabilized composition comprising a chemical compound containing afatty acid radical and a small amount of a compound having the formulaN.(ROH) .H where R is an alkylene group and .the OH is attached to acarbon other than that to which N is attached.

2. A stabilized fatty acid compound, which comprises in addition to thefatty acid compound a stabilizer having the general formula N .(ROH) '.Hwhere R is an alkylene group and the OH is attached to a carbon otherthan that to which the N is attached. I

3. stabilized fatty acid compound comprising in addition to the fattyacid compound a stabilizer from the group consist ing ofthealkylolamines and their derivatives.

, 4. A stabilized fatty acid compound comprising in addition to thefatty acid compound a small amount of triethanolamine.

' 5. A stabilized fatty oil comprising, in addition to the oil, a smallamount of a 'stabilizer'from the group consisting of the alkylolaminesand derivatives thereof.

6. A fatty oil containing a small amount of a stabilizer from the groupconsisting of triethanolamine and diethanolamine and derivativesthereof,

7. A stabilized :fatty oil containin a small amount of an alkylolaminesalt as t e stabi- 8. A stabilized soap containing in addition to thesoap a compound from the group consisting of the alkylolamines andderivativesthereof.

9. A stabilized soa tion to the soap a sta ilizer from the groupconsisting of triethanolamine and diethanolamine and salts thereof.

10. A stabilized soap containing in addition to the soap a small amountof triethanolamine stearate.

containing in addi-

